SYNTHESIS, STRUCTURE, AND REACTIVITY OF AN ORGANOGERMANIUM LEWIS ACID

被引:65
作者
DENMARK, SE
JACOBS, RT
DAIHO, G
WILSON, S
机构
[1] Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana
关键词
D O I
10.1021/om00162a006
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The 8-Ge-4 spirogermanacycle 3 was prepared from hexafluorocumyl alcohol and its structure determined by X-ray crystallography. The distortion of the internal O‒Ge‒C angles leads to an enhanced Lewis acidity, which was illustrated by the promotion of pericyclic reactions involving activation of aldehyde carbonyl groups. Four 10-Ge-5 anionic complexes were prepared, and X-ray crystallographic analysis of the n-butyl adduct 4b showed a trigonal-bipyramidal geometry. © 1990, American Chemical Society. All rights reserved.
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页码:3015 / 3019
页数:5
相关论文
共 47 条
[1]  
Atovmyan L O, 1970, J STRUCT CHEM, V11, P295
[2]  
BAHR G, 1978, HOUBENWEYL METHODEN, V13, P1
[3]   MILD LEWIS ACID CATALYSIS - EU(FOD)3-MEDIATED HETERO-DIELS-ALDER REACTION [J].
BEDNARSKI, M ;
DANISHEFSKY, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (11) :3716-3717
[4]   INTERACTIVITY OF CHIRAL CATALYSTS AND CHIRAL AUXILIARIES IN THE CYCLOADDITION OF ACTIVATED DIENES WITH ALDEHYDES - A SYNTHESIS OF L-GLUCOSE [J].
BEDNARSKI, M ;
DANISHEFSKY, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (22) :7060-7067
[5]   CRYSTAL-STRUCTURE OF GERMANIUM TETRACHLORIDE-TRIMETHYLAMINE, GECL4, NME3 [J].
BILTON, MS ;
WEBSTER, M .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1972, (06) :722-&
[6]   SYNTHESIS OF ISOPINOCAMPHEYLHALOGEN BORANES AND THEIR USE AS CHIRAL CATALYSTS FOR ASYMMETRICAL DIELS-ALDER REACTIONS [J].
BIR, G ;
KAUFMANN, D .
TETRAHEDRON LETTERS, 1987, 28 (07) :777-780
[7]   TRANSITION STRUCTURES OF THE LEWIS ACID-CATALYZED DIELS-ALDER REACTION OF BUTADIENE WITH ACROLEIN - THE ORIGINS OF SELECTIVITY [J].
BIRNEY, DM ;
HOUK, KN .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (11) :4127-4133
[8]   CATALYSIS OF DIELS-ALDER REACTIONS BY LOW OXIDATION-STATE TRANSITION-METAL LEWIS-ACIDS - FACT AND FICTION [J].
BONNESEN, PV ;
PUCKETT, CL ;
HONEYCHUCK, RV ;
HERSH, WH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (16) :6070-6081
[9]   TRIS-(TRIFLUOROMETHYL)FLUOROGERMANATES AND TETRAKIS-(TRIFLUOROMETHYL)FLUOROGERMANATES - THE STRUCTURE OF AN ANION WITH PENTACOORDINATED GERMANIUM [J].
BRAUER, DJ ;
WILKE, J ;
EUJEN, R .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1986, 316 (03) :261-269
[10]  
BRELIERE C, 1981, J ORGANOMET CHEM, V205, pC1, DOI 10.1016/S0022-328X(00)82945-9